Trailhead Lodge holiday homes, CO, USA: Houses & more

Holiday rentals with weekly discounts - Trailhead Lodge

Showing deals for:3 Oct - 10 Oct

Exceptional

(66 reviews)

Modern and spacious 1 bdrm condo - walk to everything in downtown Winter Park!

Winter Park, CO

7% off

S$287 per night

includes taxes & fees

Spacious, downtown location with views of the Rendezvous Event Center

Exceptional

(6 reviews)

3BR Condo w/ Pool, Downtown, easy Shuttle Access, across from the Event Center.

Winter Park, CO

7% off

S$471 per night

includes taxes & fees

Exceptional

(35 reviews)

Luxury Condo with Hot Tub, Pool, & Private Patio in the Heart of Winter Park!

Winter Park, CO

7% off

S$371 per night

includes taxes & fees

Family room with flat screen TV. Views of Hideaway Park. Queen Sleepersofa

Exceptional

(39 reviews)

Walk to Main Street! Large Cozy Multi-Family Condo, sleeps 14. 3 BR, with Den.

Winter Park, CO

7% off

S$554 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Trailhead Lodge

Showing deals for: 28 Sept - 1 Oct

Lux 2B/2B Dwtn Condo w/ clubhouse, faces Hideaway Park stage/sledding hill,WiFi

Sleeps 8 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

S$400 per night

includes taxes & fees

Complex in Downtown Winter Park with surrounding mountains.

Steps from Hideaway Park | Music & Mountain Vibes

Sleeps 8 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

S$409 per night

includes taxes & fees

Luxury Townhome 124 I Hot Tub I Great Views I Best Price I FREE Adventures Daily

Sleeps 10 · 3 bedrooms · 3+ bathrooms

for 3 nights, 1 home

S$754 per night

includes taxes & fees

Enjoy front row seat to all Winter Park downtown activities.

Sleeps 8 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 apartment

S$347 per night

includes taxes & fees

Warm up in front of the gas fireplace after skiing at the Winter Park Resort

Trailhead 232 pool, hot tub, clubhouse

Sleeps 4 · 1 bedroom · 2 bathrooms

for 3 nights, 1 apartment

S$323 per night

includes taxes & fees

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value